Here's what needs to be considered:
* Motor Mounts: Absolutely. The Chevy 350 uses different motor mount locations and patterns than the Oldsmobile engine. You'll need custom motor mounts, likely fabricated or purchased from a performance parts supplier specializing in swaps. These are not a simple bolt-in replacement.
* Transmission: The transmission used with the Oldsmobile engine will almost certainly not work with the Chevy 350. You'll need a transmission compatible with the Chevy small-block, and that will require new crossmember mounts. Popular choices are TH350, TH700R4, or a modern 4L60E automatic, or a T5 or Tremec manual.
* Exhaust System: The exhaust system will require complete replacement as the Chevy 350's exhaust manifolds and configuration will be different.
* Steering: The steering column might interfere with the larger Chevrolet engine, possibly requiring modifications or replacement.
* Wiring Harness: The Oldsmobile's wiring harness won't be compatible. You'll need a harness designed for a Chevy 350, or you'll have to modify the existing harness extensively – a complex task.
* Radiator and Cooling System: The radiator may need to be replaced or modified to provide adequate cooling for the Chevy 350.
* Fuel System: The fuel lines, fuel pump, and possibly the fuel tank might need to be modified or replaced to suit the Chevy engine.
* K-Member: In some cases, the K-member (the front suspension crossmember) may require modifications or replacement to adequately accommodate the 350.
In short, while the engine *might* fit, it's a significant undertaking involving fabrication, custom parts, and likely some mechanical expertise. It's far from a simple bolt-in swap. You should research Chevy 350 swaps into G-body cars (the Cutlass Supreme is a G-body) for specific details and part numbers. There are many forums and online resources dedicated to this type of swap that can provide invaluable information and guidance.